Isopropanol → 5-Ethoxycarbonyl-3-isopropoxycarbonyl-1,4-dihydro-2,6-dimethyl-4-(3-ethynylphenyl)pyridine

HRID 467127

반응식

HRID 467127 반응식
[C:1]([C:3]1[CH:4]=C([CH:8]=[CH:9][CH:10]=1)C=O)#[CH:2].[C:11]([O:17][CH:18]([CH3:20])[CH3:19])(=[O:16])[CH2:12][C:13]([CH3:15])=O.[NH2:21]/[C:22](/[CH3:29])=[CH:23]\[C:24]([O:26][CH2:27][CH3:28])=[O:25].[CH:30](O)(C)[CH3:31]>N1CCCCC1>[CH2:27]([O:26][C:24]([C:23]1[CH:13]([C:15]2[CH:8]=[CH:9][CH:10]=[C:3]([C:1]#[CH:2])[CH:4]=2)[C:12]([C:11]([O:17][CH:18]([CH3:20])[CH3:19])=[O:16])=[C:30]([CH3:31])[NH:21][C:22]=1[CH3:29])=[O:25])[CH3:28]

참가 물질

6

반응물 4

HCID 3776IsopropanolHCID 68329Isopropyl acetoacetateHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 27716443-Ethynylbenzaldehyde

생성물 1

HCID 198134055-Ethoxycarbonyl-3-isopropoxycarbonyl-1,4-dihydro-2,6-dimethyl-4-(3-ethynylphenyl)pyridine수율 58.6%

시약·촉매·용매 1

HCID 8082Piperidine촉매

실험 절차

To a mixture of 0.65 g (0.005 mol) of 3ethynylbenzaldehyde, 1.08 g (0.0075 mol) of isopropyl acetoacetate and 25 ml of isopropyl alcohol were added 2 to 3 drops of piperidine. After heating the mixture under reflux for 24 hours, 0.65 g (0.005 mol) of ethyl 3-aminocrotonate was added thereto, further the admixture was heated under reflux for 24 hours. After completing the reaction, the reaction mixture was concentrated. The obtained precipitate was purified by subjecting to silica gel column chromatography [eluent: n-hexane to n-hexane: ethyl acetate (7 : 3)] to give 1.1 g of the desired compound (yield: 58.6%).

후처리

  1. temperatureAfter heating the mixture
  2. temperatureunder reflux for 24 hours
  3. temperaturefurther the admixture was heated
  4. temperatureunder reflux for 24 hours
  5. customthe reaction
  6. concentrationthe reaction mixture was concentrated
  7. customThe obtained precipitate was purified

출처 및 근거

ORD 기록
ord-d00579241cd841498e28cdd9874272dc
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05158963

연결된 노트

불러오는 중…